Interracial Sissy Stories

21,646 results
Orientation
Length
Source
Infinite Scroll

Story of a Sissy Cuckold

by HughJanus on Oct 24, 2019
Fetish

Hi there, my names Michael but everyone just calls me Mike, i'm a 46 year old guy, i was an average guy living an average life, married to the love of my life, her name is Samantha. Shes my high school sweetheart, we dated all through high school then when we graduated we got married. She still has a smoking hot body, even all these years later, she works ou...

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Neighbourhood Sissy

by Abusedbyfuta on Feb 7, 2019
Fetish

Your a young man in his late teens. Average build, average height, brown hair, green eyes. You know the type never stood out in a crowd for your good looks but never scared children when you went to the store either. Having just finished high school ou decide to start doing odd jobs around the neighbourhood to raise some money. Maybe it was college, maybe it...

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Interracial Extravaganza

by Yelawolf on Nov 26, 2018
Interracial

All stories in here should be about people of different races, anything else goes, you may have a single couples or contain multiple partners as long as one is of a different race to the rest. Human, Monster or Furries will be allowed if you want to start a story concerning them. Remember; all stories contained in here are fiction and the author does not con...

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Straight Guy Gets Some "Strange"

by nancyvasquez on Oct 15, 2017
Interracial Love

The Negro saw the bright lights across the street advertising the adult bookstore. He felt a stirring in his groin and he pushed down on his cock. He could use a jerk off session, he hadn't cum in a few days. It was a very warm night, and the rain had stopped, leaving the smell of wet asphalt in the air He went to the counter. "How much to go in the back?"...

Why Interracial is Fun

by deborahsue on Sep 18, 2017
Reviews & Essays

Since I have started writing on Literotica I have been asked about the interracial aspect of cuckolding, so it is probably time that I discuss this at length. Please keep in mind that my husband is a white man and I am a white woman. We have been in the cuckolding lifestyle for better than 10 years, and over those years I have had several lovers of differin...

From son to sissy daughter

by Carterdruzba on Dec 5, 2020
Interracial

I was walking home until my mom and my sisters were wanting a conversation so sit down and my mother explain that we’re gonna broke unless they someone to be a hooker and they decided it’s me what why me because I always thought you were more of a girl instead of a boy because look at you plump lips thin waist thick set of thighs and not mention you have a b...

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Sissy Boy Secretary Ch. 08

by Hotenuf4u on Sep 19, 2017
Fetish

Elaine knew that it was now time to implement her plan to bury her nearest competitor, Bill Andrews... You see Elaine's secretary arranged through the secretarial pool to make sure Tammy, the daughter from next door, got the job as Bill's secretary... As you already know Elaine has used Tammy's information to her advantage and now it seems that Bill was at h...

Sissy Cuckolded by Girlfriend Ch. 01

by SaraRurik on Sep 16, 2017
Transsexuals & Crossdressers

My name is Josh and I'm a 19 year old white guy with a beautiful girlfriend. Her name is Angel and she is the best thing that has ever happened to me. I love her with a passion and intensity that is hard to describe, she is everything a man could ever ask for and more. She is caring, sexy, understanding, kind, intelligent, and totally a bad bitch. We have...

Joining the Ranks of Lady Bois

by eviltwin52 on Sep 14, 2020
Transgender & Crossdressers

This is a story about one man's transformation from loving husband to lady boi. His evolution began with a colleague leading him to an aggressive indoctrination. The journey takes him from the safe confines of a married Caucasian heterosexual male to celebrating his new life as Black cock loving lady boi. On a side note I have chosen to turn off the anonymo...

Black Mistresses For Black Sissy

by Samuelx on Aug 18, 2017
Fetish

A lot of Black women in the world of BDSM consider themselves dominant, which is fine, but they seem to cater exclusively to White male submissive types. I take my clients anyway they come, since I am a professional dominatrix. I do enjoy playing with Black men, though. Unlike White subs, the brothers always make you work for it. My name is Shana Drummond an...